Vat dye.



. UNITED sTATEsifATENT OFFICE.

. ARTHUR LtiTTRINeHAUs, or LUnWIGsnAFEN-oN-TnE-immit, G MANY, ASSIGNOB TO BADISCI-IE ANILIN & SODA FABRIK,

MAN A CORPORATION.

or LUDWIGSHAFRN 'ON-THE-RHINE, GEBA.

VAT 'DYE.

1,010,930. Specification of Lctters Patent. Patented Dec, 5, 1911, No Drawing. Application filed February 18, 1911. Serial No. 609,343.

the-Rhine, Germany, have. invented new and useful Improvements in Vat Dye, of which the following is a specification.

I have discovered a newvat coloring matter ofvthe anthracene series whiclrcan be obtained by condensing l-halogen-anthrw quinone-Q-carboxylic acid with 3.4t-dichloranilin and then subjecting the product so obtained to a further condensing action, so that the elements of water are removed and ring formation takes place. The condensation can be effected-for instance, bymeans of. concentrated sulfuric acid or thionyl chlorid or phosphorus pentachlorid and aluminium chlorid.

My new coloring matter can be obtained, for example, as follows, but my invention is of course not confined to this example. The

parts are by weight. Heat together, for from eight to ten hours, at from one hundred and fifty to one hundred and sixty degrees centigrade, five and four-fifths parts of l-chlor-anthraquinone-Q-carboxylic acid, three and one half parts of 3.4t-dichlor-anilin, one-fifth part of copper powder, six parts of anhydrous sodium acetate, and

Ill

'Ie final product is an anthraquinoneacri one containing two chlorln atoms in .the benzene ring, one such chlorin atom series which can be obtained from halogenanthraquinone 2 carboxylic acid and 3.4- dichlor'anilin, which coloring matter is a dichlor-anthraquinoneacridone containing both chlorin atoms in the benzene ring, one such. chlorin atom being in the para position and the other in a meta position to the thirty to'forty parts of nitrobenzene. Then distil off the nitrobenzene by means of steam and extract the residue well with hot sodium carbonate solution and treat the resi- Q-carboxylic acid is obtained. Heat forty parts of this acid in a finely powderediform with four hundred parts of anhydrous benzone and twenty-five parts of phosphorus pentachlorid,'for one hour, at about sixty degrees centigrade. forty-five parts of aluminium chlorid and heat for a further fifteen to twenty minutes at about fifty degrees centigrade. Pour. the mixture on to ice, dist-il oif the benzene by means of steam, filter, and extract 'the coloring matterfirst with boiling dilute hydrochloric acid and .then with caustic soda solu tion.

and consists, when dry, of a red powder. It is soluble in hot anilin with a crimson color and is insoluble in seventy per cent. sulfuric acid, and dyes cotton from the vat beautiful red shades. g l

The formation of my-coloring matter can be represented by the following successive NH group, which coloring matter is soluble in hot anilin with a crimson color and is insoluble in seventy per cent. sulfuric acid, and dyes cotton from the vat beautiful red sists, when dry, of a red powder.

In testimony whereof I have hereunto set witnesses.

ARTHUR LUTTRINGHAUS.

Witnesses J. Arno. LLOYD,

A. O. TITTMANN.

due with dilute hydrochloric-acid, where upon 3.4-dichlor-1-anilido-anthraquinone Then add carefully '50 My new coloring-matter contains chlorin shades, and which contains chlorin and conmy hand in the presence of two subscribing. 

